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Q.86) Predict the major product ' $P$ ' in the following sequence of reactions -

A)

B)

C)

D)

 

Answers (1)

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Q.86) Reagents and Steps:
(i) HBr , benzoyl peroxide

This indicates a free radical halogenation - an anti-Markovnikov addition of HBr .
$\mathrm{So}, \mathrm{Br}$ adds to the less substituted carbon of the double bond:
Cyclopentylmethyl $\rightarrow$ Cyclopentylmethyl bromide
(ii) KCN

This is a nucleophilic substitution:
Br is replaced by $\mathrm{CN}^{-}$:
Cyclopentylmethyl bromide $\rightarrow$ Cyclopentylmethyl cyanide
(iii) Na (Hg)/EtOH (Clemmensen reduction)

This reagent reduces -CN to $-\mathrm{CH}_2 \mathrm{NH}_2$ :
Cyclopentylmethyl cyanide $\rightarrow$ Cyclopentylmethylamine
Major Product (P):
Cyclopentane ring with $-\mathrm{CH}_2 \mathrm{CH}_2 \mathrm{NH}_2$ as a side chain This matches Option (3).

Hence, the correct answer is option (3).



 

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